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Cheap flights from Massachusetts to Caribbean from $45

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Caribbean departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Massachusetts to Caribbean

Cheap round-trip flights

These are some of the best round-trip flight deals from Massachusetts to Caribbean that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Massachusetts to Caribbean.

Cheap last minute flights

Planning a quick getaway from Massachusetts to Caribbean? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Massachusetts to Caribbean

Find recent round-trip train or bus tickets from Massachusetts to Caribbean.

All round-trip flight deals to Caribbean

The cheapest plane tickets to Caribbean found on KAYAK recently.
10:26 am - 3:31 pmBOS-SJU
4h 05mnonstop
5:10 pm - 12:30 amSJU-BOS
8h 20m1 stop
$100Frontier
Find Deal
Mon, Jan 13 - Wed, Jan 15
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
7:00 am - 10:18 amSJU-BOS
4h 18mnonstop
$101Frontier
Find Deal
Mon, Feb 10 - Wed, Feb 12
10:08 am - 3:08 pmBOS-SJU
4h 00mnonstop
7:00 am - 10:18 amSJU-BOS
4h 18mnonstop
Tue, Feb 25 - Thu, Feb 27
6:30 am - 5:40 pmBOS-SJU
10h 10m1 stop
5:10 pm - 12:30 amSJU-BOS
8h 20m1 stop
Mon, Jan 6 - Wed, Jan 15
6:25 am - 12:59 amBOS-SJU
17h 34m1 stop
6:14 am - 2:30 pmSJU-BOS
9h 16m1 stop
$121Spirit Airlines
Find Deal
Fri, Jan 24 - Fri, Jan 31
7:40 pm - 9:21 amBOS-SJU
12h 41m1 stop
6:14 am - 3:27 pmSJU-BOS
10h 13m1 stop
$134Spirit Airlines
Find Deal
Sun, Jan 12 - Wed, Jan 22
6:00 am - 5:41 pmBOS-STT
10h 41m2 stops
3:45 pm - 11:55 pmSTT-BOS
8h 10m1 stop
$228American Airlines
Find Deal
Tue, Mar 4 - Tue, Mar 11
11:25 am - 4:39 pmBOS-SJU
4h 14mnonstop
5:00 am - 8:17 amSJU-BOS
4h 17mnonstop
$243JetBlue
Find Deal
Fri, Jan 31 - Sun, Feb 2
6:17 am - 11:58 pmBDL-SJU
16h 41m1 stop
2:20 pm - 12:48 amSJU-BDL
11h 28m1 stop
$258American Airlines
Find Deal
Wed, Jan 22 - Fri, Jan 31
7:13 pm - 11:59 pmBDL-SJU
3h 46mnonstop
6:01 am - 9:05 amSJU-BDL
4h 04mnonstop
$269JetBlue
Find Deal
Thu, Jan 9 - Thu, Jan 16
10:18 am - 5:09 pmBOS-SXM
5h 51m1 stop
$45Frontier
Find Deal
Mon, Feb 24
10:08 am - 3:08 pmBOS-SJU
4h 00mnonstop
$47Spirit Airlines
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Fri, Feb 21
8:29 pm - 5:19 pmBOS-SXM
19h 50m2 stops
Fri, Jan 24
10:30 am - 2:10 pmBOS-NAS
3h 40mnonstop
$109Delta
Find Deal
Wed, Jan 22
8:29 pm - 5:19 pmBOS-SXM
19h 50m2 stops
Fri, Jan 24
6:05 am - 1:39 pmBOS-STT
6h 34m1 stop
$112Delta
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Tue, Dec 31
6:44 am - 7:15 pmBOS-NAS
12h 31m1 stop
$113American Airlines
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Thu, Jan 23
10:30 pm - 3:25 amBOS-SJU
3h 55mnonstop
$122JetBlue
Find Deal
Sat, Jan 11
10:05 am - 7:25 pmBOS-NAS
9h 20m2 stops
$133American Airlines
Find Deal
Sun, Feb 23
8:00 am - 1:05 pmBOS-STT
4h 05mnonstop
$134JetBlue
Find Deal
Tue, Jan 14
10:26 am - 3:31 pmBOS-SJU
4h 05mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$251Frontier
Find Deal
Fri, Dec 27 - Fri, Jan 31
10:26 am - 3:31 pmBOS-SJU
4h 05mnonstop
6:14 am - 2:30 pmSJU-BOS
9h 16m1 stop
Fri, Dec 27 - Fri, Jan 31
10:20 pm - 3:07 amBDL-SJU
3h 47mnonstop
6:25 am - 9:30 amSJU-BDL
4h 05mnonstop
$309JetBlue
Find Deal
Tue, Dec 24 - Fri, Dec 27
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
10:09 pm - 10:36 amSJU-BOS
13h 27m1 stop
$319Spirit Airlines
Find Deal
Wed, Dec 25 - Thu, Jan 9
10:50 pm - 3:48 amBOS-SJU
3h 58mnonstop
7:00 am - 10:14 amSJU-BOS
4h 14mnonstop
$338JetBlue
Find Deal
Wed, Dec 25 - Tue, Dec 31
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
6:48 pm - 10:14 pmSJU-BOS
4h 26mnonstop
$344Spirit Airlines
Find Deal
Wed, Dec 25 - Sat, Dec 28
5:14 am - 4:25 pmBDL-SJU
10h 11m1 stop
9:00 am - 12:48 amSJU-BDL
16h 48m1 stop
$358American Airlines
Find Deal
Wed, Dec 25 - Mon, Dec 30
5:03 am - 11:10 pmBDL-SJU
17h 07m1 stop
9:00 am - 12:48 amSJU-BDL
16h 48m1 stop
$403American Airlines
Find Deal
Tue, Dec 24 - Sat, Dec 28
6:00 am - 5:15 pmBDL-SJU
10h 15m1 stop
4:50 pm - 11:12 pmSJU-BDL
7h 22m1 stop
$416Delta
Find Deal
Tue, Dec 24 - Fri, Dec 27
6:00 am - 5:15 pmBDL-SJU
10h 15m1 stop
3:33 pm - 11:12 pmSJU-BDL
8h 39m1 stop
$436Delta
Find Deal
Tue, Dec 24 - Thu, Dec 26
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
7:00 am - 10:18 amSJU-BOS
4h 18mnonstop
$112Frontier
Find Deal
Mon, Feb 3 - Wed, Feb 12
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$113Frontier
Find Deal
Sun, Jan 26 - Wed, Feb 5
10:08 am - 3:08 pmBOS-SJU
4h 00mnonstop
7:00 am - 10:18 amSJU-BOS
4h 18mnonstop
Thu, Feb 20 - Thu, Feb 27
10:08 am - 3:08 pmBOS-SJU
4h 00mnonstop
4:03 pm - 7:37 pmSJU-BOS
4h 34mnonstop
$138Spirit Airlines
Find Deal
Thu, Feb 27 - Tue, Mar 4
10:08 am - 3:08 pmBOS-SJU
4h 00mnonstop
4:03 pm - 7:37 pmSJU-BOS
4h 34mnonstop
$139Spirit Airlines
Find Deal
Thu, Feb 27 - Tue, Mar 4
10:08 am - 3:08 pmBOS-SJU
4h 00mnonstop
7:00 am - 10:18 amSJU-BOS
4h 18mnonstop
Sun, Mar 2 - Wed, Mar 5
11:25 am - 4:39 pmBOS-SJU
4h 14mnonstop
5:00 am - 8:17 amSJU-BOS
4h 17mnonstop
$243JetBlue
Find Deal
Fri, Jan 31 - Sun, Feb 2
8:08 pm - 1:13 amBOS-SJU
4h 05mnonstop
3:26 am - 6:35 amSJU-BOS
4h 09mnonstop
$263JetBlue
Find Deal
Mon, Feb 24 - Thu, Feb 27
10:30 am - 2:10 pmBOS-NAS
3h 40mnonstop
3:57 pm - 7:30 pmNAS-BOS
3h 33mnonstop
$319Delta
Find Deal
Sat, Jan 11 - Fri, Jan 17
10:30 am - 2:10 pmBOS-NAS
3h 40mnonstop
3:57 pm - 7:30 pmNAS-BOS
3h 33mnonstop
$339Delta
Find Deal
Fri, Feb 21 - Sat, Mar 1

Frontier flights from Massachusetts to Caribbean

Our best Frontier deals on Massachusetts to Caribbean flight tickets
Frontier
Jan 13
BOS10:26 amBoston Logan Intl
4h 05m
SJU3:31 pmSan Juan Luis Munoz Marin Intl
Jan 15
SJU5:10 pmSan Juan Luis Munoz Marin Intl
8h 20m
1 stop
BOS12:30 amBoston Logan Intl
Frontier
Feb 10
BOS10:03 amBoston Logan Intl
4h 04m
SJU3:07 pmSan Juan Luis Munoz Marin Intl
Feb 12
SJU7:00 amSan Juan Luis Munoz Marin Intl
4h 18m
BOS10:18 amBoston Logan Intl
Frontier
Jan 21
BOS10:03 amBoston Logan Intl
4h 04m
SJU3:07 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU5:35 amSan Juan Luis Munoz Marin Intl
4h 28m
BOS9:03 amBoston Logan Intl

American Airlines flights from Massachusetts to Caribbean

Our best American Airlines deals on Massachusetts to Caribbean flight tickets
American Airlines
Mar 4
BOS6:00 amBoston Logan Intl
10h 41m
2 stops
STT5:41 pmSaint Thomas Island Cyril E King
Mar 11
STT3:45 pmSaint Thomas Island Cyril E King
8h 10m
1 stop
BOS11:55 pmBoston Logan Intl
American Airlines
Jan 22
BDL6:17 amHartford Bradley Intl
16h 41m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Jan 31
SJU2:20 pmSan Juan Luis Munoz Marin Intl
11h 28m
1 stop
BDL12:48 amHartford Bradley Intl
American Airlines
Jan 21
BDL5:40 amHartford Bradley Intl
17h 24m
1 stop
SJU12:04 amSan Juan Luis Munoz Marin Intl
Jan 28
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 28m
2 stops
BDL1:28 pmHartford Bradley Intl

See travel insights to Caribbean from

How to get the cheapest flight ticket from Massachusetts to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean?

In general, September is the cheapest month to fly from Massachusetts to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $161. If you don’t want to visit Caribbean in September, then you should wait until August to fly from Massachusetts, when ticket prices are also cheap, with an average price of $213.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Massachusetts to Caribbean is on a Tuesday when prices can be found for as low as $252. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $303. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the morning is the cheapest time of day to fly from Massachusetts to Caribbean when you can find flight prices for as low as $283. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $283.

What is the cheapest Massachusetts to Caribbean flight route?

Fly from Boston Logan Intl to San Juan Luis Munoz Marin Intl for the best Massachusetts - Caribbean flight prices

How far in advance should I book a flight to Caribbean?

The ideal time to book your flight to Caribbean is 26 days in advance when prices tend to average $275. Keep in mind that you might also find cheap flights to Caribbean outside of this time window. In fact, momondo users recently found flights from Massachusetts to Caribbean for $213.

What cabin class options are available on Massachusetts to Caribbean flights?

There are 4 cabin classes available to choose from on Massachusetts to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Caribbean flights?

You could potentially save up to 4% on your flight if you consider stops on a Massachusetts to Caribbean flight.

Cheap Massachusetts to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Caribbean

Best Price Found

$45

Fastest flight time

3h 28m

Direct flights

Every day

Airports in Caribbean

4 airports
The best one-way flight to Caribbean from Massachusetts in the past 72 hours is $45. The best round-trip flight deal from Massachusetts to Caribbean found on momondo in the last 72 hours is $100.
The fastest flight from Massachusetts to Caribbean takes 3h 28m
Direct flights go from Massachusetts to Caribbean every day.
There are 4 airports near Caribbean: Nassau Intl (NAS), Simpson Bay Princess Juliana (SXM), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)

  • When did momondo last update prices for flights from Massachusetts to Caribbean?

    Prices for flights from Massachusetts to Caribbean refresh daily.

  • How many operators does momondo search for flights from Massachusetts to Caribbean?

  • How old do you have to be to fly from Massachusetts to Caribbean?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Caribbean.

  • What documentation or ID do you need to fly to Caribbean?

    The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Massachusetts to Caribbean?


Best airlines flying from Massachusetts to Caribbean

Compare and see reviews for airlines that fly from Massachusetts to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $73Free CancellationRating
6.1
3,469 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $99Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
DeltaPriceFrom $142Free CancellationRating
8.0
8,588 reviews
Search Delta flights
JetBluePriceFrom $143Free CancellationRating
7.4
3,263 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $200Free CancellationRating
7.7
1,712 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $244Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $263Free CancellationRating
7.4
9,022 reviews
Search United Airlines flights
AviancaPriceFrom $292Free CancellationRating
7.0
2,651 reviews
Search Avianca flights
Air CanadaPriceFrom $406Free CancellationRating
7.0
8,421 reviews
Search Air Canada flights
SouthwestPriceFrom $427Free CancellationRating
8.1
4,780 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Caribbean?

Finding the right flight to Caribbean from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.

Can I find flights from Massachusetts to Caribbean with flexible booking policies on momondo?

Yes. All flights to Caribbean from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Massachusetts to Caribbean?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Massachusetts to Caribbean.

I’m not ready to book a flight from Massachusetts to Caribbean right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Massachusetts to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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